Simon reached for the waistband of his jogging bottoms, giving me a look that asked if I wanted them off too.
“No, I want to do that.”
I eased my fingers under the waistband, tugging them over his ass and sinking to my knees in front of him as I pulled them over his thighs and down to the floor, smirking as his erection sprang free. I loved that I could make him hard with just some wicked promises.
“What are you—” Simon started to ask, but his question melted away as I leant forward to press my lips to his hips, trailing kisses down them towards his dick. “Oh fuck,” he groaned as I turned my attention to his other hip, running my tongue across the skin and ignoring his cock.
“Shit. Please.” I chuckled as I brushed my fingers over his thighs, loving the way Simon instantly moved them apart for me. I began sucking kisses on the inside of his thighs, one of my hands wrapped around his hip to hold him in place. I knew this would have been much easier on the bed, where I could spread him out and play with him for hours without knackering my knees, but this was more fun. I loved being on my knees in front of him, knowing that I had that power over him despite the fact he was twice my size.
His cock twitched in front of me, precum beading at the tip of the flushed head. I couldn’t resist licking it up and flicking my tongue into the slit to lap up more. Simon gasped, his hips threatening to buck forward into my mouth.
“Fuck, you taste good,” I said, looking up at him and winking.
“P-please,” Simon said, his voice soft and desperate.
“Please what? Use your words, baby.”
“Please will you suck my cock?”
“Yes, since you asked so nicely, I will.” Simon groaned again as I slid my tongue over the head, wrapping my lips around him and sucking gently. I loved the way he tasted and the solid weight of his dick on my tongue as I sucked him deeper into my mouth. Simon’s dick wasn’t exactly small, and I could understand why so many guys wanted him to top them. But somehow that made it even better, knowing that what made him happiest in bed was my cock inside him.
My sweet boy.
“Oh fuck, shit!” Simon cried out as I took all of him into my mouth, sliding him into my throat until my nose brushed against the tight curls of his pubic hair before swallowing around him.
I pulled off his dick with a wet pop, placing a last, teasing kiss onto the swollen head. “Put your panties on Simon,” I said, my voice hoarse. Simon nodded, a stunned expression on his face. “Now, baby, we don’t have all night.”
“Which pair?”
“Your prettiest,” I said, hauling myself to my feet and trying not to wince as my knees popped. “Although maybe not the new ones, since I plan to ruin you.”
As Simon went to find a pair of panties, I stripped off my clothes, folding them neatly before pulling out the cuffs from where I’d hidden them. I was also going to need lube and condoms, plus I wanted to double-check that Simon was okay with me using his toys on him. I didn’t want to surprise him.
No matter what some people said, consent was sexy as fuck.
I wanted him to know exactly what I was going to do to him. It would make him desperate and needy, and I loved him like that.
“How about these?” Simon asked from behind me. My jaw dropped as I turned, taking in the baby-pink, silk panties that clung to him, his hard cock peeking out the top. Simon turned as I stared, taking in the tiny scrap of material that gave way to little straps that crisscrossed across his ass, a little heart charm sitting on the top of his crack. He looked sweet and seductive all at once. I groaned.
“Fuck yes,” I said. “Your ass looks fucking incredible in those.”
“Thanks.” He wiggled his butt and shot me a teasing grin over his shoulder.
“Stop that,” I added, pulling him into my arms and squeezing his ass, loving the way the silk felt against his skin. “Or we won’t make it to the bed.”
“What if I don’t want to make it to the bed? What if I want you to fuck me now?”
“Then I will, but it won’t be nearly as fun as my plans… I promised to make you scream, and I intend to. How many orgasms do you think you can give me, Simon? Two? Three? Maybe even four?”
“I want that, please,” Simon moaned, melting against me.
“Then be a good boy and lie down.” I gently pushed his ass, watching him climb onto the bed and spread himself out for me. I was so tempted to give in and fuck him, but my self-restraint won out. Just barely.
Holding out the cuffs, I gave Simon a firm look. “Are you okay with me putting these on you? I won’t attach you to anything except yourself, but I’d love to see how you look in them. They’re easy to get out of, but if you do want me to stop at any time, I will. Have you heard of the traffic lights system?”
Simon shook his head. “No, sorry.”
“It’s not a problem. It’s a BDSM term: green for go, yellow for slow down, like if you’re unsure of anything and want a moment to just think or adjust or wait, and red for stop. And I mean stop. Does that make sense?”
“Yes, that’s fine.” Then he gave me one of his cheeky smiles that I’d come to adore because they were so rare and precious. “You know a lot about this… Should I be calling you Sir?”
I chuckled. “Not today. I like it when you say my name.” Simon flushed, but his smile didn’t fade. “Can I put these on you?”
“Please.” I leant over the bed, wrapping the soft cuffs around his wrists individually and making sure they weren’t too tight before clipping them together with the short chain. Since Simon’s headboard was solid, there wasn’t anything for me to attach him to, but that didn’t bother me. Besides, we might be here for a while, and I didn’t want his arms getting tired.
“I have another question,” I said, sitting on the side of the bed and running my fingers down his chest as I spoke. “I want to use your new dildo on you, but I also want to use some of your other toys too. Is that okay?”
The flush on Simon’s skin deepened. “That’s okay. They’re, um, they’re all in the drawer. I’m sorry I have so many.”
“Why are you apologising?” I asked, leaning down to capture his mouth in a kiss, my whole body relaxing at the feel of his lips on mine. I’d missed kissing him.
“I don’t know.” He shrugged. “Guys tend to think it’s weird that I have lots of sex toys, especially… especially lots of dildos and prostate massagers. It’s just, I like having something in my ass.” His last words were barely above a whisper, and he looked so embarrassed as if he was worried that I’d shame him for his choices too. Fuck that.
“Don’t be embarrassed,” I said, kissing him again. “I think it’s hot as fuck, and I love that you know what you want and what you like. That’s insanely sexy to me.”
“Really?”
“Of course.” I hated that other men had made him feel like this. Simon was beautiful, sexy, and a goddamn gift. How the fuck had they not seen that? “Next time, I’m going to watch while you show me exactly how you like to get yourself off.”
“Fuck,” Simon moaned.
I smirked. We were definitely doing that next time.
Giving him one last, deep kiss, I sat up and turned to the bedside table and pulled the drawer open. I had a rough idea in my mind of what I wanted to use, so I carefully removed a small vibrator, a medium sized dildo, and a prostate massager before reaching into the back of the drawer to pull out the neglected Fleshjack, laying them all out on the bed next to Simon. Then I grabbed the bottle of lube that was tucked into the corner of the drawer and the glass dildo I’d bought earlier and added them to the collection.
Simon’s eyes widened at my choices, and I watched as his cock twitched in his panties, precum trickling from his slit to soak the top of the pale silk.
“Where should we start?” I mused as if I didn’t already have a definitive plan in my head. I ran my fingers across the line of toys, picking them up individually to examine them. “You have so many toys, baby. I can’t wait
to hear all the beautiful noises you’re going to make for me.”
Simon moaned, and the sound went straight to my dick. My whole body was thrumming with anticipation, and I couldn’t wait to get started.
Picking up the small vibrator, I flicked it on to the lowest setting. The vibrations were still pretty powerful, and I could immediately see why Simon liked it. I leant forward with the vibrator between my fingers, running it across his nipples and down his chest, making him gasp in surprise before I slowly ran it over his panty-covered cock, teasing his shaft.
“Fuck.” Simon gasped, his hips bucking up, chasing the sensation as I dragged the vibrator lower to tease his balls. “Oh God, Taylor.” His cock was leaking precum again, soaking the top of his panties. I wondered if they’d stain. That would be hot as fuck. Every time he saw them, he’d be reminded of tonight and the pleasure I’d brought him.
Leaving one hand on the vibrator, I swiped my other hand across the head of his cock, collecting his precum on my fingers before bringing them to my lips to suck the salty liquid from my skin. Simon moaned as he watched me, eyes wide with desire.
“Love the way you taste, baby,” I said, before grabbing the bottle of lube. It was a little tricky to open the bottle one handed, and I had to put the vibrator on the bed for a minute while I poured lube onto my fingers. Luckily the open back of Simon’s panties gave me easy access to his hole. As I picked up the vibrator again to tease his cock, I slid my fingers into his crack, tapping his pucker. Simon groaned, spreading his legs wide for me.
Slowly, I slid a finger into him, pumping it in and out of his tight ass as I ran the vibrator over his cock. When I added a second, I curled them together, gently rubbing that sensitive spot inside him and driving him wild with the dual sensations.
“Fuck. Oh fuck. Please, Taylor,” Simon begged, a sheen of sweat clinging to his skin. His bottom lip was swollen from being pulled between his teeth. I smirked and pressed a third finger into him, stretching him for whatever I wanted to use on him next.
“Are you going to come?” I asked, tapping his prostate with my fingers while simultaneously turning the vibrator up a notch and holding it against the little spot under the head of his cock that always drove him wild. “You can come whenever you want, baby. I want to watch you fill your panties with cum.”
“Shit. Fuuck, I’m gonna… Taylor!” Simon came with a broken cry, his cock spurting thick cum onto his stomach and soaking the top of his panties.
“Good boy,” I said, gently removing my fingers and flicking the vibrator off, throwing it onto the bed. Simon’s breath was coming in ragged pants, and I leant up and kissed him softly.
“Holy shit, that was amazing.”
“I’m glad.” I chuckled at the incredulous expression on his face as if Simon was still processing what had happened. “But I’m not done yet.”
“Seriously?”
“I don’t break my promises.” I meant it. I never broke promises, which was why I hardly ever made them. But once I’d committed to something, I didn’t stop unless I had to. I’d told Simon I was going to make him come over and over until he was spent, and I meant it.
Plus, it would be fun for me too, so it was a win-win situation.
I captured his lips in another deep kiss, my tongue pushing into his mouth, and Simon moaned softly. I trailed kisses down his jaw and neck before working down his chest, diverting quickly to tease his nipples with my tongue. When I reached the puddle of cum on his stomach, I locked eyes with Simon as I began to lick it off his skin.
“Oh God, you’re gonna kill me,” Simon said, throwing his head back onto his pillow in the most dramatic way possible.
“No, I’m not. Stop being so dramatic.”
“You’re ruining my fun.” He stuck his tongue out at me and then gasped as I sucked a mark into his hip.
“If you’re not careful, I’ll ruin something else.”
“You wouldn’t!” Simon’s eyes went wide with indignation, and I couldn’t stop myself from laughing. “You laugh, but I’ve had ruined orgasms before, mostly by accident, and they’re fucking awful.”
“Don’t worry. I’m not that mean,” I said, sitting back on my knees between his thighs and looking at the line of toys again, wondering where to go next. “Are you ready for more?”
Simon nodded and whimpered as I traced my finger over the outline of his soft cock through the wet material that clung to it. “Use your words, Simon.”
“P-please,” he said. “Please, Taylor.”
“So good for me.” I reached over and pulled the Fleshjack, glass dildo, and lube towards me. “You don’t use this often, do you?” I asked, holding up the Fleshjack for him to see. Simon obviously wasn’t a fan of cheap toys, so it was well made and seemed to be from a popular line of anal Fleshjacks that used gay porn stars as their models. I was half tempted to ask him if I could try it since it looked pretty good, and when I pressed my finger into it, I could feel all sorts of ridges and bumps lining the inside. I knew they’d feel amazing against my cock.
“No.” Simon shook his head. “I, um, I prefer to use dildos and my coordination isn’t good enough to use both at once.”
“Well,” I said, a devious smile curling my lips. “Today is your lucky day.”
I carefully tugged his panties down, tucking them under his balls before leaning down to take him in my mouth again. I’d always loved it when guys got hard in my mouth, and it only took a few deeps sucks and my tongue flicking over the head and dipping into his slit for Simon’s cock to harden. He whined as I released his wet cock, pressing kisses down his thick shaft and teasing his balls, sucking each one gently into my mouth.
Reaching for the lube, I added more to my fingers before slipping them back into his panties to find his hole. I pushed two into him, my own cock throbbing as Simon moaned. I’d managed to ignore my aching dick so far, but the sounds Simon was making were driving me wild. My brain was seriously debating curtailing my toy plan so I could fuck him instead.
I shook my head, clearing my thoughts as I grabbed the Fleshjack again and pushed the tight opening onto Simon’s dick. I’d already spread lube onto the soft silicone, and Simon gasped as his cock breached it.
“Fuck, that looks so sexy,” I groaned as I pushed the Fleshjack down onto Simon’s shaft. Lifting it slowly, I teased him with the slick tightness of the toy, making him gasp and moan. When he tried to buck his hips up, chasing the sensation, I gave a low growl and told him to keep still. As I lowered it again, I slid another finger into his ass, stretching him wide again.
“Oh God,” Simon cried, his head thrown back as his body was assaulted with sensations. “Shit, that feels so good.”
“It’s going to get better.” Carefully easing my fingers out of him, I reached for the glass dildo, sliding it into his needy hole as I jacked his cock with the Fleshjack. Simon moaned as the curved end of the dildo tagged his prostate. I began fucking him with both toys together, trying to get a slow rhythm going so I could drive him wild.
Trying to get both my hands to coordinate was trickier than I’d imagined, so it took me a few minutes to get it right. Luckily, Simon seemed to take all the false starts as teasing. Desperate pleas poured from his lips as I twisted the Fleshjack over the head of his cock and tilted the dildo in his ass to rub across his sweet spot. His skin was flushed, muscles trembling from holding still, and it didn’t take long for his broken words to melt into needy moans and breathless whines.
My cock was rock hard, leaking a steady stream of precum onto the sheets. It was the only time I’d ever wished I had extra hands. Every sound Simon made drove me wild with the knowledge that I was the one bringing him this much pleasure.
“Does that feel good?” I asked as I began to pick up the pace. “Do you like having something wrapped round your cock while I fuck you with your new toy?”
“Y-yes.” Simon gasped.
“You look so fucking amazing like this. All spread out for me. Letting me play with y
ou. So fucking hot for me.”
“All for you,” I moaned as Simon’s words exploded in my chest, sweeping adoration and lust through me.
“Yeah, just for me. My sweet boy. Are you going to come again for me? Wanna watch you fill your toy up with cum.” I thrust the Fleshjack down harder as I pushed the dildo into his ass. “Come for me, Simon.”
Simon’s second orgasm exploded from him as a loud, broken moan slid from his lips. His body shook and bucked up, chasing the high of his release. Cum dribbled out of the toy as I slowed my movements, letting him ride out his orgasm before I gently slid the dildo from his ass and the Fleshjack from his spent cock.
My shoulders twinged as I dropped the toys onto the bed, reminding me that that was the most exercise those muscles had done in months. I rolled them, ignoring the slight pull. There was no way my evening was going to be ruined because my shoulder muscles were crap. I still hadn’t come, and I wanted to see if I could wring three orgasms from the beautiful man lying in front of me.
Simon looked utterly fucked out—sweat clinging to his skin, chest heaving, lips swollen and glistening in a loose smile. His arms were still above his head where I’d placed them, fingers grasping at the pillowcase.
He’d been so utterly perfect for me, and I wanted him more than anything.
I was insanely hard, and I knew it wouldn’t take me long to come. My fingers were sticky with lube as I ran my hand across my dick, groaning at the sudden sensation. Simon rolled his head, smiling up at me and eyeing my cock.
“Fuck, you look amazing,” Simon said. His voice was hoarse and raw, and it made lust surge through me because I loved the fact that I was responsible for making him sound like that. “I need you to fuck me.”
“Are you sure?”
“Get your fucking dick in me now.” He spread his thighs a little wider, although the ruined panties around his hips made it harder. I pulled them over his thighs and threw them onto the floor, ignoring the ripping sound when I tugged them a little too hard. Grabbing a condom off the bed, I suited up and lifted Simon’s thighs, leaning over him and lining up with his stretched, wet hole.
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